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287059

Sigma-Aldrich

L-Prolinamide

98%, for peptide synthesis

Synonym(s):

(2S)-2-Carbamoylpyrrolidine

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O
CAS Number:
7531-52-4
Molecular Weight:
114.15
Beilstein:
80807
EC Number:
231-397-0
MDL number:
MFCD00005253
UNSPSC Code:
12352209
PubChem Substance ID:
24857262
NACRES:
NA.22

product name

L-Prolinamide, 98%

Quality Level

100

Assay

98%

optical activity

[α]20/D −106°, c = 1 in ethanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

95-97 °C (lit.)

application(s)

peptide synthesis

SMILES string

NC(=O)[C@@H]1CCCN1

InChI

1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m0/s1

InChI key

VLJNHYLEOZPXFW-BYPYZUCNSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000200159
MKCP3031
MKCM3812
MKCH9113
MKCG3147

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A completely non-chromatographic and highly large-scale adaptable synthesis of acrylic polymer beads containing proline and prolineamides has been developed. Novel monomeric proline (meth)acrylates are prepared from hydroxyproline in only one step. Free-radical copolymerization then gives solid-supported proline organocatalysts directly in
Denis R St Laurent et al.
Bioorganic & medicinal chemistry letters, 22(19), 6063-6066 (2012-09-11)
In a previous disclosure,(1) we reported the dimerization of an iminothiazolidinone to form 1, a contributor to the observed inhibition of HCV genotype 1b replicon activity. The dimer was isolated via bioassay-guided fractionation experiments and shown to be a potent
Jinsuo Gao et al.
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Chirally functionalized hollow nanospheres with different surface properties were successfully synthesized by co-condensation of (2S,1'R,2'R)-N-tert-butyloxycarbonylpyrrolidine-2-carboxylic acid [2'-(4-trimethoxysilylbenzylamide)cyclohexyl] amide with 1,2-bis(trimethoxysilyl)ethane or tetramethoxysilane using F127 (EO(106)PO(70)EO(106)) as surfactant in water. The TEM and N(2) sorption characterizations show that the particle size
Stamatis Fotaras et al.
Organic & biomolecular chemistry, 10(29), 5613-5619 (2012-06-22)
A tripeptide-like prolinamide-thiourea catalyst with (S)-proline, (1S,2S)-diphenylethylenediamine and (S)-di-tert-butyl aspartate as building blocks provides the products of the reaction between ketones and aromatic aldehydes in high to quantitative yields and high stereoselectivities (up to 99:1 dr and 99% ee). Both
Omar D Lopez et al.
Bioorganic & medicinal chemistry letters, 23(3), 779-784 (2013-01-01)
In a recent disclosure, we described the discovery of dimeric, prolinamide-based NS5A replication complex inhibitors exhibiting excellent potency towards an HCV genotype 1b replicon. That disclosure dealt with the SAR exploration of the peripheral region of our lead chemotype, and
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